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Are The Astros Missing The Window For Extensions?

One of the more interesting developments this offseason, even if it didn't capture too much fanfare then, was Hunter Brown's hiring of Scott Boras as his new agent. Chandler Rome of The Athletic reported earlier this year that the Astros and Brown had "mutual interest" around this time a year ago before the latter's successful 2024 season, a poor April notwithstanding. With Boras now in charge of securing Brown's large payday after 2028, it stands to wonder if Houston missed their best chance to sign their second-best starter to an extension. If so, it is another miss by the club's front office in recent years on the extension front.